Bargain Timeshare Rentals
Looking for an exceptional vacation deal? Timeshare rentals by owner are almost always lower than resort rack rates. These postings represent some of the best bargains available, giving deal-hunters the chance to lock in serious savings on their next getaway!
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–20, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $551 ($184/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,286 ($184/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 23–27, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $737 ($184/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 7–11, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $737 ($184/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 20–25, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $924 ($185/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 1–6, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $924 ($185/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 2–7, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $924 ($185/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 23–28, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $924 ($185/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 6–17, 2026 (11 nights)
- 2 bed/2 bath, sleeps 8
- $2,022 ($184/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 28 – Dec 7, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $1,664 ($185/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 27–30, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $559 ($186/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 5–9, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $746 ($186/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 30 – Apr 2, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $559 ($186/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 22–26, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $746 ($186/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 3–7, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $746 ($186/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–19, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $932 ($186/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 14–17, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $559 ($186/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 12–16, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $746 ($186/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 1–6, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $932 ($186/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 14–19, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $932 ($186/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 12–15, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $559 ($186/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,319 ($188/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 24 – Mar 5, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $1,682 ($187/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $941 ($188/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,329 ($190/night)
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Westgate Town Center
Kissimmee, Florida- Oct 30 – Nov 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($190/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 21–29, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,524 ($190/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 9–13, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $764 ($191/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,339 ($191/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 15–26, 2027 (11 nights)
- 2 bed/2 bath, sleeps 8
- $2,100 ($191/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 10–13, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $577 ($192/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 1–13, 2027 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,301 ($192/night)
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Westgate Towers
Kissimmee, Florida- Sep 25 – Oct 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,354 ($193/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,358 ($194/night)
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Westgate Town Center
Kissimmee, Florida- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,358 ($194/night)
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Westgate Vacation Villas
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,358 ($194/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,358 ($194/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Oct 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,358 ($194/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,358 ($194/night)
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Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Sep 4–7, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $583 ($194/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 27 – Mar 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 15–29, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,711 ($194/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 24 – May 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,376 ($197/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 27 – May 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)